gadoleic acid (CHEBI:32419)

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ChEBI Name	gadoleic acid

ChEBI ID	CHEBI:32419

Definition	A 9-icosenoic acid having a cis-double bond at position 9.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C20H38O2

Net Charge

Average Mass

310.51450

Monoisotopic Mass

310.28718

InChI

InChI=1S/C20H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h11-12H,2-10,13-19H2,1H3,(H,21,22)/b12-11-

InChIKey

LQJBNNIYVWPHFW-QXMHVHEDSA-N

SMILES

CCCCCCCCCC\C=C/CCCCCCCC(O)=O

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	See: MetaboLights Study
Chlamydomonas reinhardtii (NCBI:txid3055)	See: PubMed
Chlamydomonas reinhardtii (NCBI:txid3055)	See: MetaboLights Study

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	algal metabolite Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.

ChEBI Ontology
Outgoing	gadoleic acid (CHEBI:32419) has role algal metabolite (CHEBI:84735) gadoleic acid (CHEBI:32419) is a 9-icosenoic acid (CHEBI:180273) gadoleic acid (CHEBI:32419) is conjugate acid of gadoleate (CHEBI:32420)

Incoming	1-hexadecyl-2-[(9Z)-eicosenoyl]-sn-glycero-3-phosphocholine (CHEBI:86432) has functional parent gadoleic acid (CHEBI:32419) 1-octadecyl-2-[(9Z)-eicosenoyl]-sn-glycero-3-phosphocholine (CHEBI:86438) has functional parent gadoleic acid (CHEBI:32419) ethyl (9Z)-icosenoate (CHEBI:84864) has functional parent gadoleic acid (CHEBI:32419) gadoleate (CHEBI:32420) is conjugate base of gadoleic acid (CHEBI:32419) gadoleoyl group (CHEBI:32421) is substituent group from gadoleic acid (CHEBI:32419)

IUPAC Name

(9Z)-icos-9-enoic acid

Last Modified

27 June 2025